Description

4,4′-(Ethyne-1,2-diyl)diphthalic Anhydride (CAS No. 129808-00-0) is a high-purity aromatic dianhydride compound with the molecular formula C₁₈H₆O₆. This specialized organic building block features a rigid ethynyl-linked bis(phthalic anhydride) structure, making it a valuable precursor for advanced polymer synthesis. The compound is characterized by its high thermal stability and reactivity toward diamines, enabling the production of polyimides with exceptional mechanical properties and heat resistance. Typical applications include high-performance polymers, thermally stable resins, and advanced composite materials. Supplied as a fine powder with >98% purity, this reagent is ideal for research and development in materials science and polymer chemistry. Proper storage under inert atmosphere is recommended to maintain stability.

Properties

• CAS Number: 129808-00-0
• Complexity: 639
• IUPAC Name: 5-[2-(1,3-dioxoisobenzofuran-5-yl)ethynyl]isobenzofuran-1,3-dione
• InChI: InChI=1S/C18H6O6/c19-15-11-5-3-9(7-13(11)17(21)23-15)1-2-10-4-6-12-14(8-10)18(22)24-16(12)20/h3-8H
• InChI Key: XGZRRDYHYZLYIJ-UHFFFAOYSA-N
• Exact Mass: 318.01643791
• Molecular Formula: C18H6O6
• Molecular Weight: 318.2
• SMILES: C1=CC2=C(C=C1C#CC3=CC4=C(C=C3)C(=O)OC4=O)C(=O)OC2=O
• Topological: 86.7
• Monoisotopic Mass: 318.01643791
• Synonyms: 4,4′-(Ethyne-1,2-diyl)diphthalic Anhydride, 695-093-3, 129808-00-0, 5-[2-(1,3-dioxo-2-benzofuran-5-yl)ethynyl]-2-benzofuran-1,3-dione, 5,5′-(Ethyne-1,2-diyl)bis(isobenzofuran-1,3-dione), 5-[2-(1,3-dioxo-1,3-dihydro-2-benzofuran-5-yl)ethynyl]-1,3-dihydro-2-benzofuran-1,3-dione, MFCD28976167, SCHEMBL2640689, XGZRRDYHYZLYIJ-UHFFFAOYSA-N, DTXSID701338045, 4,4′-(Ethyne-1,2-diyl)diphthalic Anhydride (purified by sublimation), AS-82450, 4,4′-(Ethyne-1,2-diyl)diphthalicAnhydride, E1164, E1412, D90596, 5,5′-(1,2-Ethynediyl)bis-(1,3-Isobenzofurandione), 4,4 inverted exclamation mark -(Ethyne-1,2-diyl)diphthalic Anhydride

Application

This compound serves as a key monomer for synthesizing high-performance polyimides with enhanced thermal and mechanical properties, suitable for aerospace and electronics applications. Its rigid ethynyl-bridged structure contributes to the formation of polymers with high glass transition temperatures and excellent dimensional stability. Researchers utilize it to develop advanced materials for flexible printed circuits, high-temperature adhesives, and gas separation membranes. The compound’s reactivity also makes it useful in covalent organic framework (COF) synthesis.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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